166 Chestnut ST, Blue Mountains, ON L9Y 5T5
166 Chestnut ST, Blue Mountains, ON L9Y 5T5
166 Chestnut ST, Blue Mountains, ON L9Y 5T5
166 Chestnut ST, Blue Mountains, ON L9Y 5T5
166 Chestnut ST, Blue Mountains, ON L9Y 5T5
166 Chestnut ST, Blue Mountains, ON L9Y 5T5
REQUEST A TOUR If you would like to see this home without being there in person, select the "Virtual Tour" option and your agent will contact you to discuss available opportunities.
In-PersonVirtual Tour
Tarlika Sehgal

Tarlika Sehgal

+1(647) 328-4800
$ 1,879,900
Est. payment | /mo

5 Beds

5 Baths

Save Virtual Tour
$ 1,879,900
Est. payment | /mo
Save Virtual Tour

5 Beds

5 Baths

Key Details

Property Type Single Family Home

Sub Type Detached

Listing Status Active

Purchase Type For Sale

Approx. Sqft 2500-3000

Subdivision Blue Mountains

MLS Listing ID X13825876

Style 2-Storey

Bedrooms 5

Annual Tax Amount $6,935

Tax Year 2026

Property Sub-Type Detached

Property Description

A rare expression of design, setting and four-season living in Windfall.One of only ten homes backing directly onto the pond and expansive green space, this exceptional residence enjoys a coveted 115-foot-deep lot and nearly 4,000 sq. ft. of beautifully finished living space. With its rare walkout basement, generous scale and thoughtful design, this is a home that feels distinctly different from the rest.The main living spaces are beautifully appointed with a custom kitchen featuring a 36-inch commercial-style gas range, bespoke laundry room, designer lighting and high-end plumbing fixtures sourced through Georgian Design Center. The upper level offers five bedrooms, including two expansive suites that each feel like a private primary retreat, complete with ensuites and walk-in closets. The principal primary suite elevates the experience further with a custom built-in closet and an oversized glass shower. A fifth bedroom offers flexibility as a guest room, office or dedicated media room.Every detail, down to the custom drapery has been intentionally selected to create a home that feels sophisticated, warm and effortlessly livable.The walkout lower level extends the living space with a huge family room, built-in wet bar, 108-bottle wine fridge, full bathroom and additional bedroom currently styled as a home gym. Outside, a massive deck and covered porch overlook the pond and green space, complemented by a full irrigation system for effortless landscaping and maintenance.Featured in Our Homes Magazine in Summer 2025, the home reflects a level of design and finish that is immediately evident.And then there is Windfall - pools, The Shed, walking trails and an effortless connection to Blue Mountain and the surrounding landscape, all just moments from the Village and ski hills.A truly special opportunity to own one of Windfall's most distinctive homes, in one of its most coveted settings.

Location

Province ON

County Grey County

Area Grey County

Rooms

Family Room Yes

Basement Full, Finished

Kitchen 1

Separate Den/Office 1

Interior

Interior Features Sump Pump, Storage

Cooling Central Air

Fireplaces Type Natural Gas

Fireplace Yes

Heat Source Gas

Exterior

Garage Spaces 2.0

Pool None

View Forest, Pond, Park/Greenbelt

Roof Type Asphalt Shingle

Lot Frontage 49.9

Lot Depth 115.16

Total Parking Spaces 4

Building

Building Age 0-5

Unit Features Golf,Park,School Bus Route,School,Skiing

Foundation Poured Concrete

Others

Monthly Total Fees $105

ParcelsYN Yes

Virtual Tour https://sites.elevatedphotos.ca/166chestnutstreet

Listed by Bosley Real Estate Ltd.

Nearby Locations

Tarlika Sehgal
Tarlika Sehgal

REALTOR®

+1(647) 328-4800 | tarlika.sehgal@exprealty.com

GET MORE INFORMATION

Name
Phone*
Message
By checking this box, and clicking “SUBMIT,” I am confirming that I have read and agree to this website’s Privacy Policy and Terms of Service and I am providing my electronic signature and consent to receive marketing communications (about real estate brokerage services, and one or more properties that I may buy, sell, or rent), that may be delivered to me via email, telephone call and/or text messaging (using “automated technology” such as an automatic telephone dialing system, and/or an artificial or prerecorded voice), from eXp Realty® and its independent contractor real estate agents, and/or its affiliates at the telephone number and email address I provided. Message frequency varies and message and data rates may apply. Consent is not a condition of purchase. You may opt-out at any time by replying “STOP” to a text or “HELP” for assistance or unsubscribing via email. You may call to obtain direct assistance.

Go tour this home

166 Chestnut ST